Synthesis and pharmacological evaluation of several ring-contracted amantadine analogs.
The synthesis of several (3-noradamantyl)amines, [(3-noradamantyl)methyl]amines, (3,7-dimethyl-1-bisnoradamantyl)amines, and [(3,7-dimethyl-1-bisnoradamantyl)methyl]amines is reported. They were evaluated against a wide range of viruses and one of them inhibited the cytopathicity of influenza A virus at a concentration similar to that of amantadine. Several of the new polycyclic amines show an interesting activity as NMDA receptor antagonists. A rimantadine analogue displayed significant trypanocidal activity. Moreover, to further characterize the pharmacology of these compounds, their effects on dopamine uptake were also assessed.
Camps
Pelayo
P
Laboratori de Química Farmacèutica (Unitat Associada al CSIC), Facultat de Farmàcia, and Institute of Biomedicine (IBUB), Universitat de Barcelona, Av. Diagonal, 643, Barcelona E-08028, Spain.
Duque
María D
MD
Vázquez
Santiago
S
Naesens
Lieve
L
De Clercq
Erik
E
Sureda
Francesc X
FX
López-Querol
Marta
M
Camins
Antoni
A
Pallàs
Mercè
M
Prathalingam
S Radhika
SR
Kelly
John M
JM
Romero
Vanessa
V
Ivorra
Dolores
D
Cortés
Diego
D
D000547:Amantadine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D000818:Animals; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D002478:Cells, Cultured; D004285:Dogs; D004298:Dopamine / Q000378:metabolism; D009980:Influenza A virus / Q000187:drug effects; D020128:Inhibitory Concentration 50; D016194:Receptors, N-Methyl-D-Aspartate / Q000037:antagonists & inhibitors / Q000737:chemistry / Q000378:metabolism
D000998:Antiviral Agents; D016194:Receptors, N-Methyl-D-Aspartate; D000547:Amantadine; D004298:Dopamine